CA2026569A1 - Basic mixed oxide - Google Patents
Basic mixed oxideInfo
- Publication number
- CA2026569A1 CA2026569A1 CA2026569A CA2026569A CA2026569A1 CA 2026569 A1 CA2026569 A1 CA 2026569A1 CA 2026569 A CA2026569 A CA 2026569A CA 2026569 A CA2026569 A CA 2026569A CA 2026569 A1 CA2026569 A1 CA 2026569A1
- Authority
- CA
- Canada
- Prior art keywords
- aldol condensation
- magnesium
- acetone
- basic mixed
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 238000005882 aldol condensation reaction Methods 0.000 abstract 3
- 238000006555 catalytic reaction Methods 0.000 abstract 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 abstract 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 150000001336 alkenes Chemical class 0.000 abstract 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- GSWGDDYIUCWADU-UHFFFAOYSA-N aluminum magnesium oxygen(2-) Chemical compound [O--].[Mg++].[Al+3] GSWGDDYIUCWADU-UHFFFAOYSA-N 0.000 abstract 1
- VXAUWWUXCIMFIM-UHFFFAOYSA-M aluminum;oxygen(2-);hydroxide Chemical compound [OH-].[O-2].[Al+3] VXAUWWUXCIMFIM-UHFFFAOYSA-M 0.000 abstract 1
- 238000001354 calcination Methods 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 238000006317 isomerization reaction Methods 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 239000000347 magnesium hydroxide Substances 0.000 abstract 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 abstract 1
- 239000000395 magnesium oxide Substances 0.000 abstract 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 abstract 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/0009—Use of binding agents; Moulding; Pressing; Powdering; Granulating; Addition of materials ameliorating the mechanical properties of the product catalyst
- B01J37/0027—Powdering
- B01J37/0045—Drying a slurry, e.g. spray drying
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/10—Magnesium; Oxides or hydroxides thereof
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/16—Clays or other mineral silicates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/007—Mixed salts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Dispersion Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Basic mixed oxides useful for base catalyzed reactions such as the aldol condensation of acetone and also useful as catalyst supports are made by mixing an acid such as nitric acid or acetic acid with Pseudoboehmite to form a gel, adding magnesium oxide or hydroxide, in a ratio of magnesium to aluminum of about 1:1 to about 10:1, agitating and heating for about 1 to 24 hours, and subsequently drying and calcining. The resulting polymorphic magnesium-aluminum oxide composition is highly effective in the aldol condensation of acetone to isophorone, and other base catalyzed reactions such as isomerization of olefins, aldol condensation of aldehydes.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/339,745 US4970191A (en) | 1989-04-18 | 1989-04-18 | Basic mixed oxide |
US339,745 | 1989-04-18 |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2026569A1 true CA2026569A1 (en) | 1990-10-19 |
CA2026569C CA2026569C (en) | 1996-12-17 |
Family
ID=23330398
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002026569A Expired - Fee Related CA2026569C (en) | 1989-04-18 | 1990-04-05 | Basic mixed oxide |
Country Status (6)
Country | Link |
---|---|
US (1) | US4970191A (en) |
EP (1) | EP0419630B1 (en) |
JP (1) | JP3222455B2 (en) |
CA (1) | CA2026569C (en) |
DE (1) | DE69010439T2 (en) |
WO (1) | WO1990012645A1 (en) |
Families Citing this family (38)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5084209A (en) * | 1990-11-06 | 1992-01-28 | The Dow Chemical Company | Layered mixed metal hydroxides made in non-aqueous media |
US5202496A (en) * | 1989-04-18 | 1993-04-13 | Aristech Chemical Corporation | Method of making isophorne |
US5153156A (en) * | 1989-04-18 | 1992-10-06 | Aristech Chemical Corporation | Process for making efficient anionic clay catalyst, catalysts made thereby, and method of making isophorone |
US5153165A (en) * | 1991-05-09 | 1992-10-06 | Phillips Petroleum Company | Preparation of alkaline earth oxide catalysts |
US5237107A (en) * | 1991-05-10 | 1993-08-17 | Sumitomo Chemical Company, Limited | Magnesium, aluminium complex compounds, process for preparing the same and process of aldol condensation dehydration products using the same |
CA2068489A1 (en) * | 1991-05-16 | 1992-11-17 | Masaru Ishino | Aldol condensation dehydration catalyst, a process for preparing the same and a process for preparing an aldol condensation dehydrate using the process |
JPH06198168A (en) * | 1992-11-10 | 1994-07-19 | Sumitomo Chem Co Ltd | Aldol condensation dehydration catalyst, method for producing the same and method for producing aldol condensation dehydration product using the same |
US5518704A (en) * | 1993-07-06 | 1996-05-21 | Aristech Chemical Corporation | Nickel and cobalt containing hydrotalcite-like materials having a sheet-like morphology and process for production thereof |
US5399329A (en) * | 1993-07-06 | 1995-03-21 | Aristech Chemical Corporation | Hydrotalcite-like materials having a sheet-like morphology and process for production thereof |
US5507980A (en) * | 1993-07-06 | 1996-04-16 | Aristech Chemical Corporation | Basic inorganic binders |
EP0640387A1 (en) * | 1993-08-25 | 1995-03-01 | Union Carbide Chemicals & Plastics Technology Corporation | Preparation of isophorone using a magnesium/aluminum mixed oxide catalyst |
KR950005371A (en) * | 1993-08-25 | 1995-03-20 | 카렌 엘. 존슨 | Magnesium / Aluminum Mixed Oxide Catalyst |
US5352839A (en) * | 1993-09-09 | 1994-10-04 | Aristech Chemical Corporation | Isophorone process |
JP3548599B2 (en) * | 1994-04-14 | 2004-07-28 | 新日本石油株式会社 | Method for side-chain alkylation of alkyl-substituted aromatic hydrocarbons |
US5514361A (en) * | 1994-04-29 | 1996-05-07 | Aluminum Company Of America | Method for making a synthetic meixnerite product |
US5583263A (en) * | 1995-08-30 | 1996-12-10 | Shell Oil Company | Process of making ketones |
FR2745566B1 (en) * | 1996-02-29 | 1998-04-24 | Atochem Elf Sa | PROCESS FOR OBTAINING ISOPHORONE |
DE19639570A1 (en) * | 1996-09-26 | 1998-04-02 | Degussa | Process for the preparation of 3,5,5-trimethylcyclohexa-3-en-1-one (β-isophorone) by isomerization of 3,5,5-trimethylcyclohexa-2-en-1-one (alpha-isophorone) |
US6028023A (en) | 1997-10-20 | 2000-02-22 | Bulldog Technologies U.S.A., Inc. | Process for making, and use of, anionic clay materials |
US6803401B2 (en) * | 1997-10-24 | 2004-10-12 | Reheis, Inc. | Halogen scavenger for olefin formulations |
US6333290B1 (en) * | 1998-02-11 | 2001-12-25 | Akzo Nobel Nv | Process for producing anionic clays using magnesium acetate |
US6800578B2 (en) | 1999-01-29 | 2004-10-05 | Akzo Nobel Nv | Process for producing anionic clay using boehmite which has been peptized with an acid |
US6541409B1 (en) * | 1999-01-29 | 2003-04-01 | Akzo Nobel N.V. | Process for producing anionic clay using non-peptized boemite and compositions produced therefrom |
JP2001345428A (en) | 2000-03-27 | 2001-12-14 | Toshiba Corp | Semiconductor device and manufacturing method thereof |
EP1405669B1 (en) * | 2002-08-29 | 2007-11-28 | Kao Corporation | Production process for glycidyl ether adduct and catalyst used for the process |
EP1732679B1 (en) * | 2003-12-05 | 2012-03-07 | Intercat, Inc. | Method for reducing SOx, NOx, and CO emissions from a fluid stream |
US7431825B2 (en) * | 2003-12-05 | 2008-10-07 | Intercat, Inc. | Gasoline sulfur reduction using hydrotalcite like compounds |
TWI342335B (en) | 2004-06-02 | 2011-05-21 | Intercat Inc | Mixed metal oxide additives |
MX2007003775A (en) * | 2007-03-29 | 2008-10-28 | Mexicano Inst Petrol | Process for preparing multimetallic anionic clays and products thereof. |
US8586813B2 (en) * | 2009-07-21 | 2013-11-19 | Lummus Technology Inc. | Catalyst for metathesis of ethylene and 2-butene and/or double bond isomerization |
DE102010062603A1 (en) | 2010-12-08 | 2012-06-14 | Evonik Degussa Gmbh | Process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine |
DE102010062587A1 (en) | 2010-12-08 | 2012-06-14 | Evonik Degussa Gmbh | Process for the preparation of isophorone |
DE102011075777A1 (en) | 2011-05-13 | 2012-11-15 | Evonik Degussa Gmbh | Process for the preparation of isophorone in the presence of at least one defoamer in the wastewater column in the workup part |
EP3020090B1 (en) | 2013-07-08 | 2022-12-14 | Phinergy Ltd. | Electrolyte regeneration |
ES2855501T3 (en) | 2014-04-13 | 2021-09-23 | Phinergy Ltd | Methods for the regeneration of aqueous alkaline solution |
CN104923208B (en) * | 2015-05-08 | 2018-03-27 | 中国石油大学(华东) | It is a kind of to be used to produce catalyst of isophorone and preparation method thereof |
KR102477904B1 (en) * | 2020-10-27 | 2022-12-15 | 금호석유화학 주식회사 | Molded catalyst, method of preparing the catalyst, and method for producing cyclic ketone using the same |
CN114210352B (en) * | 2022-01-24 | 2024-03-22 | 吉林大学 | Preparation method and application of transition metal doped aluminum phosphate catalyst |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3554929A (en) * | 1967-06-08 | 1971-01-12 | Du Pont | High surface area alumina coatings on catalyst supports |
US4086188A (en) * | 1976-02-12 | 1978-04-25 | Union Carbide Corporation | Catalyst for aldol condensations |
US4535187A (en) * | 1983-12-21 | 1985-08-13 | Union Carbide Corporation | Preparation of isophorone and mesityl oxide from acetone |
US4728635A (en) * | 1986-04-07 | 1988-03-01 | Katalistiks International Inc. | Alkaline earth metal spinels and processes for making |
-
1989
- 1989-04-18 US US07/339,745 patent/US4970191A/en not_active Expired - Lifetime
-
1990
- 1990-04-05 DE DE69010439T patent/DE69010439T2/en not_active Expired - Lifetime
- 1990-04-05 EP EP90905987A patent/EP0419630B1/en not_active Expired - Lifetime
- 1990-04-05 WO PCT/US1990/001803 patent/WO1990012645A1/en active IP Right Grant
- 1990-04-05 CA CA002026569A patent/CA2026569C/en not_active Expired - Fee Related
- 1990-04-17 JP JP09947690A patent/JP3222455B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CA2026569C (en) | 1996-12-17 |
EP0419630A4 (en) | 1991-10-09 |
DE69010439T2 (en) | 1994-10-27 |
EP0419630B1 (en) | 1994-07-06 |
DE69010439D1 (en) | 1994-08-11 |
EP0419630A1 (en) | 1991-04-03 |
US4970191A (en) | 1990-11-13 |
WO1990012645A1 (en) | 1990-11-01 |
JPH0380936A (en) | 1991-04-05 |
JP3222455B2 (en) | 2001-10-29 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |